Work

Methyl (1aRS,7aSR)-7-formyl-1a-phenyl-1,1a-dihydroazirino[2,3-b]benzo[e][1,4]thiazine-7a(7H)-carboxylate

Year: 2025

Type: article

Abstract: The first representative of the aziridine-fused benzo[e][1,4]thiazine series was synthesized from methyl 2-bromo-2-phenyl-2H-azirine-2-carboxylate and benzo[d]thiazole in 74% yield. The reaction proceeds via the SN2′-SN2′-cascade to form the azirinylthiazolium salt followed by a water-induced thiazole ring expansion. The structure of the title compound was established based on 1H, 13C, 2D NMR spectroscopy and high-resolution mass spectrometry, and unambiguously confirmed by X-ray diffraction analysis.

Source: Molbank

DOI: 10.3390/m2101

Authors: Ilya Filippov, Anastasiya Agafonova, Rostovskii Nikolai, Mikhail Novikov

Institution: St Petersburg University

Language: English

Topic: Phenothiazines and Benzothiazines Synthesis and Activities

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: gold

Estimated APC paid: $603

Funders: Saint Petersburg State University, Russian Science Foundation, Division of Materials Research